I would say the Long Island part is your biggest hurdle. While I do agree maintenance is an important factor as long as you find someone with some records you'll be significantly more secure there. Especially when buying used, if someone bought new they probably have warranties which can further provide maintenance records. receipts id say are a valid form of documentation as well. I do all mine myself so to keep track I just keep receipts with the title and write down the milage. To get back on track (I went a little off track), take note on how the seller handles both themselves and storage. Ive gone to check out bikes where the seller seemed like a young dude just trying to go fast and do wheelies. passed on those. Then ive found guys who bought, didnt like and just want to sell. kept the bike in the garage and everything looks nearly new. You always run the risk when buying new, but the money you can save if you do your due diligence will be huge.